CHICAGO · ILLINOIS
The best of Chicago.
The 9 best canoes & kayaks in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.
3-hour guided Chicago classic food walk with deep-dish pizza, hot dogs, Italian beef, brownies, plus free 2-hour bike or kayak rental.
Most Popular“I had a awesome time with Kelly and the group. We got to see a bit of Chicago and taste some delicious food on the way. Everything was well organized an dinteresting.”
Rent a single or tandem kayak at Ohio Street Beach and paddle Lake Michigan near Navy Pier for 1 to 2 hours with optional beach time.
“So fun to kayak around Navy Pier. Watching people on the boats and jet skies was lots of fun. Weather was beautiful”
Paddle Chicago River downtown on a 2-hour kayak tour with a safety-first lesson, single or tandem options, and skyline views.
“The person checking us in and giving us our kayaks gave the worst advice on where to kayak. Also, there were so many dead fish and birds floating and a lot of trash. My husband who ended up finishing it and going the opposite way, said it was much better and cleaner.”
Night kayak on the Chicago River for 1.5 hours, with moonlit skyline views like Willis Tower and Marina City.
“If you are considering this activity and you have no experience just keep in mind that there are breaks but if you cannot keep up there is no break for you. If you are mildly scared of the dark I recommend to do it during the day. That being said, it was a good experience…”
Paddle the Chicago River at golden hour for skyline views, Willis Tower and the Civic Opera Building, plus a calm 90-minute guide-led tour.
“Eindrückliche Kanu-Tour inmitten von Chicago beim Einnachten… Leider etwas chaotisch organisiert mit Kanus, die viele Reparaturen nötig hätten. Von den Guides keine Hinweise/Erklärungen zur Tour 😳”
A 2-hour Chicago walking tour of top landmarks plus a free 2-hour bike or kayak rental within 3 days. Great value for first-timers.
“Bobby’s Bike Hike Tours was amazing! Thanks so much for accommodating my daughter and I on the Chicago Favorites Food & Walking Tour! Our Tour Guide James was very knowledgeable, energetic, and entertaining! This tours is the absolute BEST way to see and taste Chicago!”
Chicago highlights walk plus free 2-hour bike or kayak rental, covering Millennium Park, the Riverwalk, The Bean, and more.
“Food was great, learning the history from our tour guide Mickey was fun. Our kids love history and they really enjoyed it!”
Guided kayak on the Chicago River through downtown history, drawbridges, reverse flow, and skyline views. Small group, 2 hours.
Chicago in a Day food-and-walk tour with 5 tastings and free 2-hour bike or kayak rental. Downtown landmarks plus iconic eats.
“My booking was moved to a different tour called “Chicago Favourites” as the one I originally booked was undersubscribed. It wasn’t really worth the money -the additional $20 for the “3 craft beer pairing” and the recommended $10-15 tip taking it over $100. For that price we got a slice of pizza, a small hot…”
From the river and the skyline to the gangster trails, the lakefront and the deep-dish counters, every way to spend a day in the city.
